Enantioselective PCCP Brønsted acid-catalyzed aza-Piancatelli rearrangement
An enantioselective aza-Piancatelli rearrangement has been developed using a chiral Brønsted acid based on pentacarboxycyclopentadiene (PCCP). This reaction provides rapid access to valuable chiral 4-amino-2-cyclopentenone building blocks from readily available starting material and is operationally...
| Main Authors: | , , , , , |
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| Format: | Article |
| Language: | English |
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Beilstein-Institut
2019-07-01
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| Series: | Beilstein Journal of Organic Chemistry |
| Subjects: | |
| Online Access: | https://doi.org/10.3762/bjoc.15.160 |
| _version_ | 1818954200687575040 |
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| author | Gabrielle R. Hammersley Meghan F. Nichol Helena C. Steffens Jose M. Delgado Gesine K. Veits Javier Read de Alaniz |
| author_facet | Gabrielle R. Hammersley Meghan F. Nichol Helena C. Steffens Jose M. Delgado Gesine K. Veits Javier Read de Alaniz |
| author_sort | Gabrielle R. Hammersley |
| collection | DOAJ |
| description | An enantioselective aza-Piancatelli rearrangement has been developed using a chiral Brønsted acid based on pentacarboxycyclopentadiene (PCCP). This reaction provides rapid access to valuable chiral 4-amino-2-cyclopentenone building blocks from readily available starting material and is operationally simple. |
| first_indexed | 2024-12-20T10:18:23Z |
| format | Article |
| id | doaj.art-3776ff020ecf45d1ac4eecb628fb9c0e |
| institution | Directory Open Access Journal |
| issn | 1860-5397 |
| language | English |
| last_indexed | 2024-12-20T10:18:23Z |
| publishDate | 2019-07-01 |
| publisher | Beilstein-Institut |
| record_format | Article |
| series | Beilstein Journal of Organic Chemistry |
| spelling | doaj.art-3776ff020ecf45d1ac4eecb628fb9c0e2022-12-21T19:43:59ZengBeilstein-InstitutBeilstein Journal of Organic Chemistry1860-53972019-07-011511569157410.3762/bjoc.15.1601860-5397-15-160Enantioselective PCCP Brønsted acid-catalyzed aza-Piancatelli rearrangementGabrielle R. Hammersley0Meghan F. Nichol1Helena C. Steffens2Jose M. Delgado3Gesine K. Veits4Javier Read de Alaniz5Department of Chemistry and Biochemistry, University of California Santa Barbara, Santa Barbara, CA 93106-9510, USADepartment of Chemistry and Biochemistry, University of California Santa Barbara, Santa Barbara, CA 93106-9510, USADepartment of Chemistry and Biochemistry, University of California Santa Barbara, Santa Barbara, CA 93106-9510, USADepartment of Chemistry and Biochemistry, University of California Santa Barbara, Santa Barbara, CA 93106-9510, USADepartment of Chemistry and Biochemistry, University of California Santa Barbara, Santa Barbara, CA 93106-9510, USADepartment of Chemistry and Biochemistry, University of California Santa Barbara, Santa Barbara, CA 93106-9510, USAAn enantioselective aza-Piancatelli rearrangement has been developed using a chiral Brønsted acid based on pentacarboxycyclopentadiene (PCCP). This reaction provides rapid access to valuable chiral 4-amino-2-cyclopentenone building blocks from readily available starting material and is operationally simple.https://doi.org/10.3762/bjoc.15.160aza-PiancatelliBrønsted acidcyclopentanefurylcarbinolsPCCP |
| spellingShingle | Gabrielle R. Hammersley Meghan F. Nichol Helena C. Steffens Jose M. Delgado Gesine K. Veits Javier Read de Alaniz Enantioselective PCCP Brønsted acid-catalyzed aza-Piancatelli rearrangement Beilstein Journal of Organic Chemistry aza-Piancatelli Brønsted acid cyclopentane furylcarbinols PCCP |
| title | Enantioselective PCCP Brønsted acid-catalyzed aza-Piancatelli rearrangement |
| title_full | Enantioselective PCCP Brønsted acid-catalyzed aza-Piancatelli rearrangement |
| title_fullStr | Enantioselective PCCP Brønsted acid-catalyzed aza-Piancatelli rearrangement |
| title_full_unstemmed | Enantioselective PCCP Brønsted acid-catalyzed aza-Piancatelli rearrangement |
| title_short | Enantioselective PCCP Brønsted acid-catalyzed aza-Piancatelli rearrangement |
| title_sort | enantioselective pccp bronsted acid catalyzed aza piancatelli rearrangement |
| topic | aza-Piancatelli Brønsted acid cyclopentane furylcarbinols PCCP |
| url | https://doi.org/10.3762/bjoc.15.160 |
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